NP-MRD: Showing NP-Card for 5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9h,9ah-furo[2,3-h]isochromen-6-one (NP0167136)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 02:40:15 UTC

Updated at

2022-09-03 02:40:15 UTC

NP-MRD ID

NP0167136

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9h,9ah-furo[2,3-h]isochromen-6-one

Description

5-Chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-6H,6aH,8H,9H,9aH-furo[2,3-h]isochromen-6-one belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals. Based on a literature review very few articles have been published on 5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-6H,6aH,8H,9H,9aH-furo[2,3-h]isochromen-6-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032204402D          

 31 33  0  0  0  0            999 V2000
   -3.9086    0.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0840    0.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940   -0.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1287   -1.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694   -0.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795   -1.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9141   -2.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6549   -1.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    1.3045    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574    1.2530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183    0.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -0.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865   -1.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7191   -1.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5310   -1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4398   -2.4548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6049   -1.9869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0339   -2.5825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -1.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.5262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  3  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  6  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  1  0  0  0  0
 12 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 10 31  1  0  0  0  0
M  END

     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
    8.9281    1.4667   -1.9803 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4349    1.2229   -1.9400 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0914    0.2767   -0.7958 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8227   -1.0514   -1.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6570   -0.0039   -0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9105    0.2791    0.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5964    0.8847    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4821   -0.0215    0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523    0.2099    1.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2526   -0.1390    1.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3807    0.0743    2.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0445   -0.2811    1.9246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9139   -0.0680    2.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3778    0.6496    4.4045 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3172   -0.4253    2.7281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2192    0.0392    3.4755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7092   -1.3774    1.6332 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5711   -2.7770    2.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0092   -1.0619    1.2812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0306   -0.5442    0.0146 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7745    0.7776   -0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7862    1.3308   -1.4404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5560    2.6521   -1.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5023    1.6654   -1.8641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6431   -1.4435   -0.8380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9381   -1.7371   -0.4946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6108   -0.2607   -0.4227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8497   -1.2452    0.4359 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4527   -0.8709    0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5102   -1.0609   -0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8088   -0.7057   -0.0644 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1572    2.4655   -2.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3870    0.6427   -2.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3787    1.4244   -0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1042    0.6797   -2.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8892    2.1807   -1.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4575    0.7322    0.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5535   -1.6851   -0.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4087   -1.5565   -1.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9080   -0.9011   -1.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1556   -0.4436   -1.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4224    0.2210    1.8106 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0929    1.8424    1.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9160    1.1746    2.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1106   -0.4772   -0.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0272    0.6499    2.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6582    0.5118    3.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5246   -3.1197    1.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2530   -3.4966    1.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6274   -2.7778    3.3054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7980    0.7128    0.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2526    1.5516    0.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2156    0.6401   -2.1742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4950    3.0939   -0.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1155    3.3820   -2.0705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6296    2.4804   -1.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4637    2.5240   -2.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3115   -2.4740   -1.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0702   -2.1961    0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6387   -0.8795   -0.5628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3309    0.7526   -0.0621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4476   -0.3999   -1.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8315   -2.2052   -0.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8228   -1.5046   -1.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 20 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 20 25  1  6
 25 26  1  0
 31 10  1  0
 29 12  1  0
 28 17  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  1
  4 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  7 42  1  0
  7 43  1  0
  7 44  1  0
  8 45  1  0
  9 46  1  0
 11 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  6
 23 54  1  0
 23 55  1  0
 23 56  1  0
 24 57  1  0
 27 61  1  0
 27 62  1  0
 28 63  1  6
 30 64  1  0
 26 58  1  0
 26 59  1  0
 26 60  1  0
M  END


  Mrv1652309032204402D          

 31 33  0  0  0  0            999 V2000
   -3.9086    0.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0840    0.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6940   -0.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1287   -1.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694   -0.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4795   -1.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9141   -2.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6549   -1.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -0.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2982    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082    1.3045    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574    1.2530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127   -0.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183    0.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140   -0.3719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745   -1.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1865   -1.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7191   -1.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5310   -1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4398   -2.4548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6049   -1.9869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0339   -2.5825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108   -1.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781   -0.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -1.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943   -1.5262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  3  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  6  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  1  0  0  0  0
 12 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 10 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0167136

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C=C(C)C=CC1=CC2=C(Cl)C(=O)C3(C)OC(CC(C)O)(CC3C2=CO1)OC

> <INCHI_IDENTIFIER>
InChI=1S/C25H33ClO5/c1-7-15(2)10-16(3)8-9-18-11-19-20(14-30-18)21-13-25(29-6,12-17(4)27)31-24(21,5)23(28)22(19)26/h8-11,14-15,17,21,27H,7,12-13H2,1-6H3

> <INCHI_KEY>
BSWQHKGZQYRASI-UHFFFAOYSA-N

> <FORMULA>
C25H33ClO5

> <MOLECULAR_WEIGHT>
448.98

> <EXACT_MASS>
448.2016519

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
49.98497099371272

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-6H,6aH,8H,9H,9aH-furo[2,3-h]isochromen-6-one

> <ALOGPS_LOGP>
4.64

> <JCHEM_LOGP>
4.276265931666666

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.489347998678376

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5847591853780774

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
126.94710000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.32e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9H,9aH-furo[2,3-h]isochromen-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.296   0.106   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.757   0.058   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.029  -1.300   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.840  -2.609   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.490  -1.348   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.762  -2.705   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.573  -4.014   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.222  -2.753   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.411  -1.444   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.128  -1.492   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.939  -0.183   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.479  -0.231   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.290   1.078   0.000  0.00  0.00           C+0
HETATM   14 Cl   UNK     0       3.562   2.435   0.000  0.00  0.00          Cl+0
HETATM   15  C   UNK     0       5.829   1.030   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.640   2.339   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.557  -0.327   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.501   0.890   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.053  -0.694   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.166  -2.230   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.681  -1.957   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.676  -3.133   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.191  -2.860   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.154  -4.582   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       8.596  -3.709   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.530  -4.821   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.740  -2.812   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.746  -1.636   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.207  -1.588   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.395  -2.897   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.856  -2.849   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   31                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   29                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19   28                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   25   27                                             
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   20   26                                                       
CONECT   26   25                                                            
CONECT   27   20   28                                                       
CONECT   28   27   17   29                                                  
CONECT   29   28   12   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   10                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₃ClO₅

Average Mass

448.9800 Da

Monoisotopic Mass

448.20165 Da

IUPAC Name

5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-6H,6aH,8H,9H,9aH-furo[2,3-h]isochromen-6-one

Traditional Name

5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9H,9aH-furo[2,3-h]isochromen-6-one

CAS Registry Number

Not Available

SMILES

CCC(C)C=C(C)C=CC1=CC2=C(Cl)C(=O)C3(C)OC(CC(C)O)(CC3C2=CO1)OC

InChI Identifier

InChI=1S/C25H33ClO5/c1-7-15(2)10-16(3)8-9-18-11-19-20(14-30-18)21-13-25(29-6,12-17(4)27)31-24(21,5)23(28)22(19)26/h8-11,14-15,17,21,27H,7,12-13H2,1-6H3

InChI Key

BSWQHKGZQYRASI-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Ketals

Alternative Parents

Substituents

Ketal
Cyclohexenone
Pyran
Alpha-haloketone
Alpha-chloroketone
Oxolane
Ketone
Secondary alcohol
Oxacycle
Chloroalkene
Haloalkene
Organoheterocyclic compound
Vinyl halide
Vinyl chloride
Alcohol
Hydrocarbon derivative
Organochloride
Organohalogen compound
Organic oxide
Carbonyl group
Aldehyde
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.64	ALOGPS
logP	4.28	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	15.49	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	126.95 m³·mol⁻¹	ChemAxon
Polarizability	49.98 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85172507

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9h,9ah-furo[2,3-h]isochromen-6-one (NP0167136)

MOL for NP0167136 (5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9h,9ah-furo[2,3-h]isochromen-6-one)

3D MOL for NP0167136 (5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9h,9ah-furo[2,3-h]isochromen-6-one)

3D SDF for NP0167136 (5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9h,9ah-furo[2,3-h]isochromen-6-one)

3D-SDF for NP0167136 (5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9h,9ah-furo[2,3-h]isochromen-6-one)

PDB for NP0167136 (5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9h,9ah-furo[2,3-h]isochromen-6-one)

3D PDB for NP0167136 (5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9h,9ah-furo[2,3-h]isochromen-6-one)

SMILES for NP0167136 (5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9h,9ah-furo[2,3-h]isochromen-6-one)

INCHI for NP0167136 (5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9h,9ah-furo[2,3-h]isochromen-6-one)

Structure for NP0167136 (5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9h,9ah-furo[2,3-h]isochromen-6-one)

3D Structure for NP0167136 (5-chloro-3-(3,5-dimethylhepta-1,3-dien-1-yl)-8-(2-hydroxypropyl)-8-methoxy-6a-methyl-9h,9ah-furo[2,3-h]isochromen-6-one)